Polymers are heavily utilized in plastics which are essential to industries and daily life. These plastics are easily subjected to fractures and breakage with extended usage over time and are costly to replace. However, thermal self-healing polymers offer a more environmentally-friendly and cost-efficient solution. Thermal self-healing polymers are compounds that do not require other chemicals to repair themselves. Furthermore, the Diels-Alder reaction is suitable for thermal self-healing polymers due to its thermally reversible nature. The syntheses of the dienophile N-(4-fluorophenyl)maleimide and the diene (furanmethoxy)pentafluorobenzene are described. Equilibrium constants in the Diels-Alder reactions between N-(4-fluorophenyl)maleimide and the following dienes were determined at several temperatures: (furanmethoxy)pentafluorobenzene, (furanpropoxy)pentafluorobenzene, furfuryl alcohol, furan, and 3-(2-furyl)propan-1-ol. Variation of the equilibrium constants with changes in substituent will be discussed.

Determination of equilibrium constants of furan derivatives in model Diels-Alder reactions with <i>N</i>-(4-fluorophenyl)maleimide

255th National Meeting (2018)

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Determination of equilibrium constants of furan derivatives in model Diels-Alder reactions with N-(4-fluorophenyl)maleimide